Cheoy Lee 44 Sailboats for Sale

Robert Perry·1979·Cheoy Lee Shipyard
Cheoy Lee 44 drawingBuilder drawing
Hull Type
Monohull · fin
Rig
Cutter
LOA
43.8' · 13.35 m
Disp.
27,200 lbs · 12,338 kg
First year
1979

The Cheoy Lee 44 stands as one of Robert Perry's cleanest expressions of the moderatedisplacement cruiser built for the yard between 1975 and 1978, with production running from the late 1970s to the very early 1980s. At 43 feet 10 inches overall on a 37.67foot waterline, with a 13foot 3inch beam and 27,200 pounds of displacement, the 44 reads as a purposeful offshore vessel rather than a dockside showpiece. Its low cabin top, sleek profile, fine entry, wineglassshaped transom, and relatively low freeboard give it lovely lines that still look right today.

Market snapshot

Median asking · 12 mo
$29,900
Asking price · 2 listings
Recent listings · 90 d
0
2 tracked · 12 mo
3-month price trend
Not enough data yet
Countries with listings
1
Sint Maarten (100.0%)

Recent Listings

4 for sale · showing 10 newest

Cheoy Lee 44 Buyer's Guide

Shopping the used Cheoy Lee 44 means choosing between two distinct cockpit philosophies from a Robert Perry design built from the late 1970s to the very early 1980s. Both center- and aft-cockpit versions share the same 43-foot 10-inch hull with a 13-foot 3-inch beam, a moderate fin keel with internal ballast, and a skeg-hung rudder. The boat's balsa-cored sandwich construction with solid glass below the waterline and heavy, liner-free lay-up gives a solid foundation, but the teak-planked decks are where age shows first.

Layouts on the Used Market

The center-cockpit model uses a two-cabin, two-head plan with a deep, roomy cockpit that seats six and a slightly offset starboard companionway. Aft, the master stateroom has a giant fore-and-aft bunk, abundant hanging lockers and drawers, a vanity, and a full head with stall shower to port; the starboard walk-through holds a large nav station with desk space. The aft-cockpit version is more open below, offering an aft cabin and quarter berth, a head/shower to port, and a large outboard-facing nav station. Both galleys are to port with a three-burner stove, oven, and top-loading reefer; some models have only a single sink. Saloons on either version pair an L-shaped settee with a straight settee and a drop-leaf table for eight.

Equipment and Common Upgrades

On the used market, chartplotters, freezers, air conditioning, and washing machines are commonly fitted, reflecting how many 44s were equipped for liveaboard use. Often-seen upgrades include watermakers and solar for independent power, furling mains and biminis for easier sail handling and shade, plus hardtops, dinghy davits, teak decks, and life rafts. For a buyer, the power-and-energy cluster (watermaker, solar) signals self-sufficiency, while canvas and davits point to a boat set up for extended time aboard. Navigation and comfort items such as a chartplotter and air conditioning are usual rather than exceptional.

What to Inspect

Because many of these boats have needed deck replacement with age, examine the teak-planked decks and screwed planking for softness or prior renewal. On center-cockpit boats, the Isuzu engine under the companionway steps was known for significant vibration, so run it and feel for excessive shake center-cockpit Isuzu vibration. Some owners report the engines feel undersized for beating to weather. In aft-cockpit boats, confirm the Perkins 4-108 or Isuzu 40 is reachable through the saloon floorboards and check the hot-water heater access. Galley sink configuration varies, so verify if a single sink matters to you.

Availability and Buyer's Takeaway

These yachts typically appear in the United States, United Kingdom, and Sint Maarten (Dutch part). When evaluating a Cheoy Lee 44, a short checklist helps:

  • Confirm deck condition and any replacement history
  • Identify engine type and note center-cockpit Isuzu vibration
  • Choose cockpit layout for your liveaboard or voyaging style
  • Verify galley sink count and rig gear (wooden spars, winch size)
  • Check for commonly fitted comforts versus owner-added upgrades

Where they're listed

Cheoy Lee 44 listings appear across 1 country. Sint Maarten has the most listings with 1.

Median ask by country
USD
Share of listings
Count · past 12 months

Country view

1 listings · 1 country
CountryMedian askListings · 12 moActive · 90 dShare
Sint Maarten$29,90010100.0%

Comparable models

Similar length, displacement, and era. Open a row to compare that model's market page.

Similar boats to compare

6 similar designs
ModelLOAMedian askListings · 12 moActive · 90 d
CSY 4444'$ 57,336437
Morgan Yachts Morgan 4444'$ 95,000230
Swan 4444'$ 173,768238
Hylas 4444.17'$ 109,990152
Sunbeam 4443.96'$ 195,778113
Cheoy Lee 44You are here$ 29,90020

Frequently asked questions

01How much does a used Cheoy Lee 44 cost?+
The median asking price for a used Cheoy Lee 44 over the past 12 months is $29,900. Prices vary by condition, year, equipment, and location.
02How many Cheoy Lee 44 sailboats are for sale?+
2 have been tracked across the past 12 months.
03Where are Cheoy Lee 44 sailboats for sale?+
The top markets for used Cheoy Lee 44 listings over the past 12 months are Sint Maarten (100.0%).
04What should I look at instead of a Cheoy Lee 44?+
Comparable models include CSY 44, Morgan Yachts Morgan 44, Swan 44. Use the comparison table above to check pricing and availability.